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5, 10, 15, 20-tetra(N-hydrocarbyl-4-pyridinium)porphyrin lead iodate and preparing method thereof

A porphyrin lead iodate and pyridinium-based technology, which is applied in the field of onium-based compounds and its preparation, can solve the problems of high toxicity of halogenated hydrocarbons and the inability to study physical and chemical properties in depth, and achieve low operational toxicity and pollution. The effect of simple device and wide source of raw materials

Inactive Publication Date: 2017-12-15
SUZHOU UNIV
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Problems solved by technology

[0005] Among many nitrogen-containing heterocyclic substrates, porphyrin and its derivatives are widely used in many research fields. However, through chemical modification, four pyridyl groups are added to the 5, 10, 15, and 20 positions of the porphyrin ring to form 5, 10,15,20-Tetrakis(4-pyridinyl)porphyrins, and further alkylation to form tetrakis(N-alkyl-4-pyridinium)porphyrins with four positive charges are rarely reported, and now Raw materials such as halogenated hydrocarbons are relatively toxic, and the product is an amorphous structure, so it is impossible to study the physical and chemical properties of this type of four (N-alkyl-4-pyridinium) porphyrins, which limits its practical application; in view of this , it is very meaningful to find a method for the synthesis of tetrakis (N-alkyl-4-pyridinium) porphyrin with universality, simple equipment and process, and environmental protection. At the same time, determining its single crystal structure will make it possible to understand the The special physical and chemical properties of this type of compound make this type of compound have a wider range of applications

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  • 5, 10, 15, 20-tetra(N-hydrocarbyl-4-pyridinium)porphyrin lead iodate and preparing method thereof
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  • 5, 10, 15, 20-tetra(N-hydrocarbyl-4-pyridinium)porphyrin lead iodate and preparing method thereof

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Embodiment 1

[0032] 0.05 mmol (23 mg) of lead iodide (PbI 2 ), 0.05 mmol (13 mg) iodine (I 2 ), 0.02 mmol (12.4 mg) 5,10,15,20-tetrakis(4-pyridyl) porphyrin, water (3 μL) and 0.1 g benzyl alcohol (0.93 mmol) as the reaction starting material, mixed in 1.5 In milliliter of acetonitrile, react at 150°C for 36 hours under heating reaction conditions; then slowly cool down with a gradient at a rate of 5°C every 100 minutes, black needle-like crystals can be precipitated after cooling for 44 hours; pour acetonitrile into the precipitated mixture, gently Stir for 5 minutes, then stop stirring, pour it when the product crystals precipitate but the powder impurities do not precipitate, remove the powder impurities suspended in the upper layer of acetonitrile, repeat the operation five times, filter, and vacuum dry at room temperature to obtain high-purity black Acicular onium salt compound crystals, yield (based on 5,10,15,20-tetrakis(4-pyridyl)porphyrin): 45.6 mg (85%).

[0033] The black needl...

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Abstract

The invention discloses tetravalent onium salt compound 5, 10, 15, 20-tetra(N-hydrocarbyl-4-pyridinium)porphyrin lead iodate and a preparing method thereof. An iodine elementary substance, lead iodide, alcohol, water and 5, 10, 15, 20-tetra(N-hydrocarbyl-4- -pyridyl)porphyrin are mixed into acetonitrile, a reaction is conducted for many hours under a heating condition to in situ generate a single crystal of 5, 10, 15, 20-tetra(N-hydrocarbyl-4-pyridinium)porphyrin lead iodate. According to tetravalent onium salt compound 5, 10, 15, 20-tetra(N-hydrocarbyl-4-pyridinium)porphyrin lead iodate and the preparing method thereof, the raw materials are wide in source, cheap and easy to obtain, the product purity and yield are high, the single crystal is definite in structure, the reaction device and the method are simple, and inert gas protection is not needed in the reaction process.

Description

technical field [0001] The invention relates to an onium compound and a preparation method thereof, in particular to 5,10,15,20-tetrakis(N-hydrocarbyl-4-pyridinium)porphyrin lead iodate and a preparation method thereof. Background technique [0002] Nitrogen-containing onium salt compounds have high research and application value in many fields such as chemistry, biology, and medicine, and are important materials in phase transfer catalysis, organic synthesis, photosensitivity, and optoelectronics. [0003] Most of the nitrogen-containing onium salt compounds reported in the literature are mainly monovalent, among which a wide variety of alkylammonium onium salts and nitrogen-containing heterocyclic onium salts are represented. The synthesis of monovalent ammonium salt is relatively easy, and the product is relatively stable, and can participate in a variety of efficient ring-forming reactions, rearrangement reactions, etc., and is an ivy in the field of organic synthesis. ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D487/22C30B29/54C30B7/14C30B7/08
CPCC07B2200/13C07D487/22C30B7/08C30B7/14C30B29/54
Inventor 李红喜郎朗郎飞帆倪春燕史意祥
Owner SUZHOU UNIV
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